523310

Pterostilbene, Pterocarpus marsupium

A cell-permeable methoxylated analog of Resveratrol that displays antioxidant, antiproliferative, and hypoglycemic properties.

• Synonyma: Pterostilbene, Pterocarpus marsupium, trans-3,5-Dimethoxy-4ʹ-hydroxystilbene
• Empirický vzorec (Hillův zápis): C₁₆H₁₆O₃
• Číslo CAS: 537-42-8
• Molekulová hmotnost: 256.30
• MDL number: MFCD00238710
• UNSPSC Code: 12352200
• NACRES: NA.77

Vlastnosti

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: off-white
• solubility: DMSO: 10 mg/mL; methanol: 10 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: O(C)c1cc(cc(c1)\C=C\c2ccc(cc2)O)OC
• InChI: 1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+
• InChI key: VLEUZFDZJKSGMX-ONEGZZNKSA-N

Popis

General description

A cell-permeable methoxylated analog of Resveratrol (Cat. No. 554325) that displays antioxidant, antiproliferative, and hypoglycemic properties. Moderately inhibits COX-1 and -2 activities (IC₅₀ = 19.8 µM and 83.9 µM) respectively, induces apoptosis in HL60 cells (IC₅₀ = 70 µM), prevents DMBA-induced preneoplastic lesions (ED₅₀ = 4.8 µM) and decreases plasma glucose level in streptozotocin-induced diabetic rats comparable to that of Metformin.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
COX-1 and COX-2 activities

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 19.8 µM, 83.9 µM against COX-1 and -2 activities, respectively; 70 µM for inducing apoptosis in HL60 cells; ED50 = 4.8 µM for preventing DMBA-induced preneoplastic lesions

Packaging

Packaged under inert gas

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C.). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Roberti, M., et al. 2003. J. Med. Chem.46, 3546.
Rimando, A.M., et al. 2002. J. Agric. Food Chem.50, 3453.
Manickam, M., et al. 1997. J. Nat. Prod.60, 609.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Bezpečnostní informace

• pictograms: GHS05,GHS09
• signalword: Danger
• hcodes: H318,H411
• pcodes: P273 - P280 - P305 + P351 + P338 - P391 - P501
• Hazard Classifications: Aquatic Chronic 2 - Eye Dam. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable